There are 4 ways to get from Chicago to Kingston by plane or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Kingston  •  8 h 32 min

  1. Fly from Chicago Midway (MDW) to Kingston (KIN) MDW - KIN

$283 - $1,105

3 alternative options

Fly Chicago O'Hare to Kingston  •  9 h 10 min

  1. Fly from Chicago O'Hare (ORD) to Kingston (KIN) ORD - KIN

$283 - $606

Fly Chicago Midway to Montego Bay, bus  •  11 h 19 min

  1. Fly from Chicago Midway (MDW) to Montego Bay (MBJ) MDW - MBJ
  2. Take the bus from Montego Bay Airport to Kingston

$321 - $1,229

Fly Chicago O'Hare to Montego Bay, bus  •  11 h 43 min

  1. Fly from Chicago O'Hare (ORD) to Montego Bay (MBJ) ORD - MBJ
  2. Take the bus from Montego Bay Airport to Kingston

$321 - $580

Questions & Answers

The cheapest way to get from Chicago to Kingston is to fly and bus which costs $320 - $600 and takes 11 h 43 min.

More details

The quickest way to get from Chicago to Kingston is to fly which costs $280 - $1,100 and takes 8 h 32 min.

More details

The distance between Chicago and Kingston is 1780 miles.

It takes approximately 8 h 32 min to get from Chicago to Kingston, including transfers.

More details

What companies run services between Chicago, IL, USA and Kingston, Jamaica?

Delta, Southwest Airlines and two other airlines fly from Chicago to Kingston every 4 hours.

Airlines
Delta
Website
delta.com
Flights from Chicago Midway to Kingston via Atlanta
Ave. Duration
6 h 33 min
When
Every day
Estimated price
$300 - $1,900
Flights from Chicago O'Hare to Kingston via Atlanta
Ave. Duration
6 h 30 min
When
Every day
Estimated price
$250 - $1,600
Flights from Chicago Midway to Montego Bay via Atlanta
Ave. Duration
6 h 18 min
When
Every day
Estimated price
$320 - $2,000
Flights from Chicago O'Hare to Montego Bay via Detroit
Ave. Duration
6 h 10 min
When
Saturday
Estimated price
$290 - $1,800
Flights from Chicago O'Hare to Montego Bay via Atlanta
Ave. Duration
6 h 29 min
When
Every day
Estimated price
$270 - $1,700
Flights from Chicago O'Hare to Montego Bay via Minneapolis
Ave. Duration
7 h 12 min
When
Every day
Estimated price
$330 - $2,000
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Kingston via Miami
Ave. Duration
6 h 44 min
When
Every day
Estimated price
$310 - $1,200
Flights from Chicago O'Hare to Montego Bay
Ave. Duration
4 h 3 min
When
Saturday
Estimated price
$240 - $1,500
Flights from Chicago O'Hare to Montego Bay via Miami
Ave. Duration
6 h 16 min
When
Every day
Estimated price
$240 - $1,500
Flights from Chicago O'Hare to Montego Bay via Charlotte
Ave. Duration
6 h 27 min
When
Every day
Estimated price
$240 - $1,500
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Montego Bay
Ave. Duration
3 h 52 min
When
Every day
Estimated price
$300 - $1,200
Flights from Chicago Midway to Montego Bay via Orlando
Ave. Duration
5 h 35 min
When
Saturday
Estimated price
$300 - $1,200
Flights from Chicago Midway to Montego Bay via Baltimore
Ave. Duration
6 h 53 min
When
Saturday and Sunday
Estimated price
$340 - $1,200
Flights from Chicago Midway to Montego Bay via Houston Hobby Apt
Ave. Duration
6 h 55 min
When
Saturday
Estimated price
$360 - $1,300
Flights from Chicago Midway to Montego Bay via Fort Lauderdale
Ave. Duration
8 h 10 min
When
Monday to Friday
Estimated price
$300 - $1,200
United Airlines
Website
united.com
Flights from Chicago O'Hare to Kingston via Panama City
Ave. Duration
12 h 20 min
When
Monday, Wednesday and Thursday
Estimated price
$460 - $1,500
Flights from Chicago O'Hare to Montego Bay
Ave. Duration
4 h
When
Saturday
Estimated price
$260 - $1,500
Flights from Chicago O'Hare to Montego Bay via Houston
Ave. Duration
6 h 54 min
When
Every day
Estimated price
$320 - $1,600
JetBlue Airways
Website
jetblue.com
Flights from Chicago Midway to Kingston via Fort Lauderdale
Ave. Duration
8 h 45 min
When
Monday to Friday
Estimated price
$280 - $1,100
Flights from Chicago O'Hare to Kingston via Fort Lauderdale
Ave. Duration
8 h 35 min
When
Every day
Estimated price
$260 - $1,100
Flights from Chicago O'Hare to Kingston via New York JFK
Ave. Duration
9 h 23 min
When
Every day
Estimated price
$330 - $1,300
Caribbean Airlines
Website
caribbean-airlines.com
Flights from Chicago Midway to Kingston via Fort Lauderdale
Ave. Duration
5 h 30 min
When
Sunday
Estimated price
$280 - $1,100
Flights from Chicago Midway to Kingston via Orlando
Ave. Duration
7 h 45 min
When
Monday and Friday
Estimated price
$280 - $1,100
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Kingston via Fort Lauderdale
Ave. Duration
6 h 25 min
When
Every day
Estimated price
$220 - $750
Flights from Chicago O'Hare to Montego Bay via Fort Lauderdale
Ave. Duration
6 h 35 min
When
Every day
Estimated price
$230 - $800
Air Canada
Website
aircanada.com
Flights from Chicago O'Hare to Kingston via Toronto
Ave. Duration
7 h 5 min
When
Monday to Saturday
Estimated price
$430 - $1,700
Copa Airlines
Website
copaair.com
Flights from Chicago O'Hare to Kingston via Panama City
Ave. Duration
12 h 20 min
When
Monday, Wednesday and Thursday
Estimated price
$460 - $1,500
Bus operators
Knutsford Express Ltd
Phone
1 (876) 971 1822
Email
info@knutsfordexpress.com
Website
knutsfordexpress.com
Bus from Montego Bay Airport to Kingston
Ave. Duration
4 h
Frequency
Every 4 hours
Estimated price
$19 - $25
Schedules at
knutsfordexpress.com
Book at
knutsfordexpress.com

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